CA1136474A - Imageable composite dry-transfer sheet - Google Patents

Imageable composite dry-transfer sheet

Info

Publication number: CA1136474A
Authority: CA; Canada
Prior art keywords: sheet; contain; carbon atoms; groups; cover sheet
Prior art date: 1979-08-17
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA000357230A

Other languages

English (en)

French (fr)

Inventor

William R. Berggren

Shelby J. Brownley

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

3M Co

Original Assignee

Minnesota Mining and Manufacturing Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1979-08-17

Filing date

1980-07-29

Publication date

1982-11-30

1980-06-19 Priority claimed from US06/158,951 external-priority patent/US4291114A/en

1980-07-29 Application filed by Minnesota Mining and Manufacturing Co filed Critical Minnesota Mining and Manufacturing Co

1982-11-30 Application granted granted Critical

1982-11-30 Publication of CA1136474A publication Critical patent/CA1136474A/en

Status Expired legal-status Critical Current

Links

238000012546 transfer Methods 0.000 title claims abstract description 46
239000002131 composite material Substances 0.000 title claims abstract description 16
230000005855 radiation Effects 0.000 claims abstract description 31
230000003213 activating effect Effects 0.000 claims abstract description 27
239000003999 initiator Substances 0.000 claims abstract description 13
239000011368 organic material Substances 0.000 claims abstract description 10
238000012663 cationic photopolymerization Methods 0.000 claims abstract description 3
238000000926 separation method Methods 0.000 claims abstract description 3
239000013032 Hydrocarbon resin Substances 0.000 claims abstract 3
229920006270 hydrocarbon resin Polymers 0.000 claims abstract 3
229920001169 thermoplastic Polymers 0.000 claims abstract 3
239000004416 thermosoftening plastic Substances 0.000 claims abstract 3
-1 hexafluoroantimonate Chemical compound 0.000 claims description 81
125000003118 aryl group Chemical group 0.000 claims description 38
150000002118 epoxides Chemical class 0.000 claims description 30
125000004432 carbon atom Chemical group C* 0.000 claims description 24
239000000463 material Substances 0.000 claims description 24
150000003839 salts Chemical class 0.000 claims description 17
238000000034 method Methods 0.000 claims description 15
229920005989 resin Polymers 0.000 claims description 15
239000011347 resin Substances 0.000 claims description 15
229910052799 carbon Inorganic materials 0.000 claims description 13
229910052736 halogen Inorganic materials 0.000 claims description 12
QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical group C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 10
125000000217 alkyl group Chemical group 0.000 claims description 10
239000003795 chemical substances by application Substances 0.000 claims description 9
150000002367 halogens Chemical group 0.000 claims description 9
229910052760 oxygen Inorganic materials 0.000 claims description 9
239000003086 colorant Substances 0.000 claims description 6
229910052717 sulfur Inorganic materials 0.000 claims description 6
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
125000002252 acyl group Chemical group 0.000 claims description 5
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 5
230000015572 biosynthetic process Effects 0.000 claims description 5
239000001301 oxygen Substances 0.000 claims description 5
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
125000003342 alkenyl group Chemical group 0.000 claims description 4
150000001450 anions Chemical class 0.000 claims description 4
239000000945 filler Substances 0.000 claims description 4
229910052739 hydrogen Inorganic materials 0.000 claims description 4
239000001257 hydrogen Substances 0.000 claims description 4
239000011593 sulfur Substances 0.000 claims description 4
206010073306 Exposure to radiation Diseases 0.000 claims description 3
239000004606 Fillers/Extenders Substances 0.000 claims description 3
125000002947 alkylene group Chemical group 0.000 claims description 3
230000008569 process Effects 0.000 claims description 3
239000004034 viscosity adjusting agent Substances 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 2
150000002894 organic compounds Chemical class 0.000 claims description 2
150000002431 hydrogen Chemical class 0.000 claims 2
XTQHKBHJIVJGKJ-UHFFFAOYSA-N sulfur monoxide Chemical compound S=O XTQHKBHJIVJGKJ-UHFFFAOYSA-N 0.000 claims 2
238000010494 dissociation reaction Methods 0.000 claims 1
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230000001678 irradiating effect Effects 0.000 claims 1
125000005409 triarylsulfonium group Chemical group 0.000 claims 1
239000010410 layer Substances 0.000 description 60
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 28
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PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 7
229920000642 polymer Polymers 0.000 description 7
RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 7
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UJKWLAZYSLJTKA-UHFFFAOYSA-N edma Chemical compound O1CCOC2=CC(CC(C)NC)=CC=C21 UJKWLAZYSLJTKA-UHFFFAOYSA-N 0.000 description 6
YXALYBMHAYZKAP-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptan-4-ylmethyl 7-oxabicyclo[4.1.0]heptane-4-carboxylate Chemical compound C1CC2OC2CC1C(=O)OCC1CC2OC2CC1 YXALYBMHAYZKAP-UHFFFAOYSA-N 0.000 description 5
150000001875 compounds Chemical class 0.000 description 5
GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 5
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
229920000728 polyester Polymers 0.000 description 5
KUBDPQJOLOUJRM-UHFFFAOYSA-N 2-(chloromethyl)oxirane;4-[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound ClCC1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 KUBDPQJOLOUJRM-UHFFFAOYSA-N 0.000 description 4
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239000004925 Acrylic resin Substances 0.000 description 4
229920002799 BoPET Polymers 0.000 description 4
241000557626 Corvus corax Species 0.000 description 4
UDLBSRQHKWDKQA-UHFFFAOYSA-N acetyl acetate;sulfuric acid Chemical compound OS(O)(=O)=O.CC(=O)OC(C)=O UDLBSRQHKWDKQA-UHFFFAOYSA-N 0.000 description 4
150000001491 aromatic compounds Chemical class 0.000 description 4
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239000011248 coating agent Substances 0.000 description 4
238000000576 coating method Methods 0.000 description 4
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125000003700 epoxy group Chemical group 0.000 description 4
VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
229910052751 metal Inorganic materials 0.000 description 4
239000002184 metal Substances 0.000 description 4
229920000139 polyethylene terephthalate Polymers 0.000 description 4
239000005020 polyethylene terephthalate Substances 0.000 description 4
238000006116 polymerization reaction Methods 0.000 description 4
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 3
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 3
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
239000002253 acid Substances 0.000 description 3
125000003545 alkoxy group Chemical group 0.000 description 3
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 3
239000006229 carbon black Substances 0.000 description 3
230000008878 coupling Effects 0.000 description 3
238000010168 coupling process Methods 0.000 description 3
238000005859 coupling reaction Methods 0.000 description 3
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
239000003822 epoxy resin Substances 0.000 description 3
125000004185 ester group Chemical group 0.000 description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
229920000647 polyepoxide Polymers 0.000 description 3
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239000004645 polyester resin Substances 0.000 description 3
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150000003254 radicals Chemical class 0.000 description 3
239000007787 solid Substances 0.000 description 3
239000000243 solution Substances 0.000 description 3
125000001424 substituent group Chemical group 0.000 description 3
239000000758 substrate Substances 0.000 description 3
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 2
DXBHBZVCASKNBY-UHFFFAOYSA-N 1,2-Benz(a)anthracene Chemical compound C1=CC=C2C3=CC4=CC=CC=C4C=C3C=CC2=C1 DXBHBZVCASKNBY-UHFFFAOYSA-N 0.000 description 2
IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 2
YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
OECTYKWYRCHAKR-UHFFFAOYSA-N 4-vinylcyclohexene dioxide Chemical compound C1OC1C1CC2OC2CC1 OECTYKWYRCHAKR-UHFFFAOYSA-N 0.000 description 2
239000004593 Epoxy Substances 0.000 description 2
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
239000005977 Ethylene Substances 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 2
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
239000005062 Polybutadiene Substances 0.000 description 2
239000004793 Polystyrene Substances 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
150000001336 alkenes Chemical class 0.000 description 2
MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
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238000006243 chemical reaction Methods 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
239000011888 foil Substances 0.000 description 2
239000011521 glass Substances 0.000 description 2
LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 2
125000000623 heterocyclic group Chemical group 0.000 description 2
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238000005649 metathesis reaction Methods 0.000 description 2
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238000002156 mixing Methods 0.000 description 2
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125000001624 naphthyl group Chemical group 0.000 description 2
RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 2
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239000004215 Carbon black (E152) Substances 0.000 description 1
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VOWAEIGWURALJQ-UHFFFAOYSA-N Dicyclohexyl phthalate Chemical compound C=1C=CC=C(C(=O)OC2CCCCC2)C=1C(=O)OC1CCCCC1 VOWAEIGWURALJQ-UHFFFAOYSA-N 0.000 description 1
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KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
LYAVXWPXKIFHBU-UHFFFAOYSA-N N-{2-[(1,2-diphenylhydrazinyl)carbonyl]-2-hydroxyhexanoyl}-6-aminohexanoic acid Chemical compound C=1C=CC=CC=1N(C(=O)C(O)(C(=O)NCCCCCC(O)=O)CCCC)NC1=CC=CC=C1 LYAVXWPXKIFHBU-UHFFFAOYSA-N 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
239000004743 Polypropylene Substances 0.000 description 1
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical group C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
XBDYBAVJXHJMNQ-UHFFFAOYSA-N Tetrahydroanthracene Natural products C1=CC=C2C=C(CCCC3)C3=CC2=C1 XBDYBAVJXHJMNQ-UHFFFAOYSA-N 0.000 description 1
239000007983 Tris buffer Substances 0.000 description 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical class NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
125000000641 acridinyl group Chemical class C1(=CC=CC2=NC3=CC=CC=C3C=C12)* 0.000 description 1
125000005396 acrylic acid ester group Chemical group 0.000 description 1
125000004423 acyloxy group Chemical group 0.000 description 1
239000012790 adhesive layer Substances 0.000 description 1
WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
125000005138 alkoxysulfonyl group Chemical group 0.000 description 1
125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
125000004391 aryl sulfonyl group Chemical group 0.000 description 1
125000000732 arylene group Chemical group 0.000 description 1
239000004637 bakelite Substances 0.000 description 1
125000005605 benzo group Chemical group 0.000 description 1
125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 description 1
JTRPLRMCBJSBJV-UHFFFAOYSA-N benzonaphthacene Natural products C1=CC=C2C3=CC4=CC5=CC=CC=C5C=C4C=C3C=CC2=C1 JTRPLRMCBJSBJV-UHFFFAOYSA-N 0.000 description 1
125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 description 1
235000011089 carbon dioxide Nutrition 0.000 description 1
VYXSBFYARXAAKO-WTKGSRSZSA-N chembl402140 Chemical compound Cl.C1=2C=C(C)C(NCC)=CC=2OC2=C\C(=N/CC)C(C)=CC2=C1C1=CC=CC=C1C(=O)OCC VYXSBFYARXAAKO-WTKGSRSZSA-N 0.000 description 1
XENVCRGQTABGKY-ZHACJKMWSA-N chlorohydrin Chemical compound CC#CC#CC#CC#C\C=C\C(Cl)CO XENVCRGQTABGKY-ZHACJKMWSA-N 0.000 description 1
239000004927 clay Substances 0.000 description 1
229910052570 clay Inorganic materials 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
238000011161 development Methods 0.000 description 1
230000018109 developmental process Effects 0.000 description 1
150000004985 diamines Chemical group 0.000 description 1
BCQKUSCWNFMCKI-UHFFFAOYSA-M diphenyliodanium;hydrogen sulfate Chemical compound OS([O-])(=O)=O.C=1C=CC=CC=1[I+]C1=CC=CC=C1 BCQKUSCWNFMCKI-UHFFFAOYSA-M 0.000 description 1
125000006840 diphenylmethane group Chemical class 0.000 description 1
SDIXRDNYIMOKSG-UHFFFAOYSA-L disodium methyl arsenate Chemical compound [Na+].[Na+].C[As]([O-])([O-])=O SDIXRDNYIMOKSG-UHFFFAOYSA-L 0.000 description 1
238000001035 drying Methods 0.000 description 1
239000000975 dye Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000010894 electron beam technology Methods 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
125000001033 ether group Chemical group 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
229940052303 ethers for general anesthesia Drugs 0.000 description 1
125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
LSGWSXRILNPXKJ-UHFFFAOYSA-N ethyl oxirane-2-carboxylate Chemical compound CCOC(=O)C1CO1 LSGWSXRILNPXKJ-UHFFFAOYSA-N 0.000 description 1
230000001747 exhibiting effect Effects 0.000 description 1
GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 1
SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 1
229910021485 fumed silica Inorganic materials 0.000 description 1
125000002541 furyl group Chemical group 0.000 description 1
230000009477 glass transition Effects 0.000 description 1
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
229960003569 hematoporphyrin Drugs 0.000 description 1
MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 1
229920006158 high molecular weight polymer Polymers 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical class I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
ICIWUVCWSCSTAQ-UHFFFAOYSA-M iodate Chemical compound [O-]I(=O)=O ICIWUVCWSCSTAQ-UHFFFAOYSA-M 0.000 description 1
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
239000011630 iodine Substances 0.000 description 1
JLUCVDLESNBWQK-UHFFFAOYSA-N iodyl hydrogen sulfate Chemical compound I(=O)(=O)OS(O)(=O)=O JLUCVDLESNBWQK-UHFFFAOYSA-N 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
230000007246 mechanism Effects 0.000 description 1
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
229910052753 mercury Inorganic materials 0.000 description 1
238000007760 metering rod coating Methods 0.000 description 1
125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 1
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
LSDPWZHWYPCBBB-UHFFFAOYSA-O methylsulfide anion Chemical compound [SH2+]C LSDPWZHWYPCBBB-UHFFFAOYSA-O 0.000 description 1
125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
239000004200 microcrystalline wax Substances 0.000 description 1
235000019808 microcrystalline wax Nutrition 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
125000004957 naphthylene group Chemical group 0.000 description 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
229920003986 novolac Polymers 0.000 description 1
235000014571 nuts Nutrition 0.000 description 1
125000000962 organic group Chemical group 0.000 description 1
TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
SLIUAWYAILUBJU-UHFFFAOYSA-N pentacene Chemical compound C1=CC=CC2=CC3=CC4=CC5=CC=CC=C5C=C4C=C3C=C21 SLIUAWYAILUBJU-UHFFFAOYSA-N 0.000 description 1
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
125000005010 perfluoroalkyl group Chemical group 0.000 description 1
125000005004 perfluoroethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 1
125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
229920001568 phenolic resin Polymers 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
125000006678 phenoxycarbonyl group Chemical group 0.000 description 1
125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical class OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
239000000049 pigment Substances 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
229920005672 polyolefin resin Polymers 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
229920001296 polysiloxane Polymers 0.000 description 1
150000004032 porphyrins Chemical class 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000012545 processing Methods 0.000 description 1
239000001294 propane Substances 0.000 description 1
238000007670 refining Methods 0.000 description 1
238000007763 reverse roll coating Methods 0.000 description 1
238000007142 ring opening reaction Methods 0.000 description 1
YYMBJDOZVAITBP-UHFFFAOYSA-N rubrene Chemical compound C1=CC=CC=C1C(C1=C(C=2C=CC=CC=2)C2=CC=CC=C2C(C=2C=CC=CC=2)=C11)=C(C=CC=C2)C2=C1C1=CC=CC=C1 YYMBJDOZVAITBP-UHFFFAOYSA-N 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
229920002050 silicone resin Polymers 0.000 description 1
125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
238000004381 surface treatment Methods 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
238000010345 tape casting Methods 0.000 description 1
150000003505 terpenes Chemical class 0.000 description 1
235000007586 terpenes Nutrition 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1
238000012360 testing method Methods 0.000 description 1
IFLREYGFSNHWGE-UHFFFAOYSA-N tetracene Chemical compound C1=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C21 IFLREYGFSNHWGE-UHFFFAOYSA-N 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
229920002725 thermoplastic elastomer Polymers 0.000 description 1
150000004897 thiazines Chemical class 0.000 description 1
150000003557 thiazoles Chemical class 0.000 description 1
125000001544 thienyl group Chemical group 0.000 description 1
125000005556 thienylene group Chemical group 0.000 description 1
125000005296 thioaryloxy group Chemical group 0.000 description 1
LMYRWZFENFIFIT-UHFFFAOYSA-N toluene-4-sulfonamide Chemical compound CC1=CC=C(S(N)(=O)=O)C=C1 LMYRWZFENFIFIT-UHFFFAOYSA-N 0.000 description 1
KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 description 1
WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
229910052721 tungsten Inorganic materials 0.000 description 1
239000010937 tungsten Substances 0.000 description 1
229960000834 vinyl ether Drugs 0.000 description 1
125000001834 xanthenyl group Chemical class C1=CC=CC=2OC3=CC=CC=C3C(C12)* 0.000 description 1
229910052724 xenon Inorganic materials 0.000 description 1
FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1

Classifications

- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/26—Processing photosensitive materials; Apparatus therefor
- G03F7/34—Imagewise removal by selective transfer, e.g. peeling away
- G03F7/346—Imagewise removal by selective transfer, e.g. peeling away using photosensitive materials other than non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds

Landscapes

Physics & Mathematics (AREA)
Spectroscopy & Molecular Physics (AREA)
General Physics & Mathematics (AREA)
Photosensitive Polymer And Photoresist Processing (AREA)
Materials For Photolithography (AREA)

CA000357230A 1979-08-17 1980-07-29 Imageable composite dry-transfer sheet Expired CA1136474A (en)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
US6732279A	1979-08-17	1979-08-17
US67,322		1979-08-17
US06/158,951 US4291114A (en)	1978-10-18	1980-06-19	Imageable, composite-dry transfer sheet and process of using same
US158,951		1980-06-19

Publications (1)

Publication Number	Publication Date
CA1136474A true CA1136474A (en)	1982-11-30

Family

ID=26747745

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000357230A Expired CA1136474A (en)	1979-08-17	1980-07-29	Imageable composite dry-transfer sheet

Country Status (5)

Country	Link
EP (1)	EP0035530B1 (de)
CA (1)	CA1136474A (de)
DE (1)	DE3071197D1 (de)
IT (1)	IT1147062B (de)
WO (1)	WO1981000627A1 (de)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0522616B1 (de) *	1991-07-12	1995-10-04	Agfa-Gevaert N.V.	Verfahren zur Herstellung von Bildern mittels einer photopolymerisierbaren Zusammensetzung

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3353955A (en) *	1964-06-16	1967-11-21	Du Pont	Stratum transfer process based on adhesive properties of photopolymerizable layer
US3627529A (en) *	1968-10-11	1971-12-14	Grace W R & Co	Process for preparing a lithographic printing plate
US3770438A (en) *	1971-12-09	1973-11-06	J Celeste	Photopolymerizable transfer elements
JPS557841B2 (de) *	1972-08-23	1980-02-28
GB1518141A (en) *	1974-05-02	1978-07-19	Gen Electric	Polymerizable compositions
JPS6032173B2 (ja) *	1974-12-28	1985-07-26	富士写真フイルム株式会社	画像形成法
US4026705A (en) *	1975-05-02	1977-05-31	General Electric Company	Photocurable compositions and methods
US4090936A (en) *	1976-10-28	1978-05-23	Minnesota Mining And Manufacturing Company	Photohardenable compositions

1980
- 1980-07-28 DE DE8080901739T patent/DE3071197D1/de not_active Expired
- 1980-07-28 WO PCT/US1980/000948 patent/WO1981000627A1/en not_active Ceased
- 1980-07-29 CA CA000357230A patent/CA1136474A/en not_active Expired
- 1980-08-14 IT IT49506/80A patent/IT1147062B/it active
1981
- 1981-03-09 EP EP80901739A patent/EP0035530B1/de not_active Expired

Also Published As

Publication number	Publication date
WO1981000627A1 (en)	1981-03-05
IT1147062B (it)	1986-11-19
DE3071197D1 (en)	1985-11-28
EP0035530B1 (de)	1985-10-23
EP0035530A4 (de)	1982-07-30
IT8049506A0 (it)	1980-08-14
EP0035530A1 (de)	1981-09-16

Legal Events

Date	Code	Title	Description
1999-11-30	MKEX	Expiry

Publication	Publication Date	Title
US4291114A (en)	1981-09-22	Imageable, composite-dry transfer sheet and process of using same
US4458003A (en)	1984-07-03	Photosensitive materials for use in making dry transfers
CA1114089A (en)	1981-12-08	Photopolymerizable compositions containing epoxy and hydroxyl-containing organic materials and aromatic iodonium or sulfonium salt photo initiators
EP0094182B1 (de)	1988-08-10	Trockenübertragungsgegenstand
US4318766A (en)	1982-03-09	Process of using photocopolymerizable compositions based on epoxy and hydroxyl-containing organic materials
EP0076028B1 (de)	1986-08-13	In wässriger Lösung entwickelbare und gegen Alkohol widerstandsfähige Flexodruckplatten
US4193799A (en)	1980-03-18	Method of making printing plates and printed circuit
US4161405A (en)	1979-07-17	Method of cationally polymerizing oxirane free materials with group VIa onium salts
KR970028791A (ko)	1997-06-24	광중합용 붕산염 공개시제
KR20160130270A (ko)	2016-11-10	무전해 도금 방법을 위한 광중합가능한 조성물
EP1730592A2 (de)	2006-12-13	Permanente resistzusammensetzung, gehärtetes produkt davon und anwendung davon
EP0209544A1 (de)	1987-01-28	Grafisches design-material.
EP1880248A2 (de)	2008-01-23	Verfahren zur formung eines fotolackelements
DE19909152C2 (de)	2001-06-07	Photopolymerisierbares Aufzeichnungselement und Verfahren zur Herstellung von flexographischen Druckformen
JPH02272455A (ja)	1990-11-07	ホトレリーズ層をもつ感光性複製用エレメント
US4080897A (en)	1978-03-28	Selective tack imaging and printing
US4225663A (en)	1980-09-30	Driographic printing plate
US4288525A (en)	1981-09-08	Photosensitive materials
US10591821B2 (en)	2020-03-17	Flexographic printing precursor and magnetic development of the same
CA1136474A (en)	1982-11-30	Imageable composite dry-transfer sheet
EP0653685A1 (de)	1995-05-17	Verfahren zur Herstellung von Flachdruckformen mittels eines, eine photopolymerisierbare Zusammensetzung enthaltendes Bildaufzeichnungselements
US3986874A (en)	1976-10-19	Driographic imaging method
JPH0611842A (ja)	1994-01-21	紫外線硬化性、粘着非持続性調色材料を用いる転写方法
BE884789A (fr)	1981-02-16	Feuilles composites de transfert et leurs utilisations
EP0653686A1 (de)	1995-05-17	Bildaufzeichnungselement, eine photopolymerisierbare Zusammensetzung enthaltend und Verfahren zur Herstellung von Flachdruckformen